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New side‐chain poly(methacryl‐rotaxanes) bearing cyclodextrins as non‐covalently anchored ring components. Chemoenzymatic synthesis and degradation
Author(s) -
Noll Olaf,
Ritter Helmut
Publication year - 1997
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.1997.030180108
Subject(s) - side chain , covalent bond , polymer chemistry , cyclodextrin , rotaxane , chemistry , candida antarctica , pendant group , ring (chemistry) , carboxylic acid , polymer , methacrylate , organic chemistry , lipase , copolymer , molecule , supramolecular chemistry , enzyme
The chemoenzymatic synthesis of new side‐chain polyrotaxanes ( 6 ) bearing non‐covalently attached cyclodextrins is described. Starting from 11‐methacryloylaminoundecanoic acid, up to 8 units of 12‐hydroxylauric acid were condensed in the presence of a lipase from Candida antarctica . They were copolymerized with methyl methacrylate to comb‐like polymers ( 4 ) bearing free carboxylic groups at the end of the oligoester side chains. These free carboxylic groups were then condensed chemically with a nucleophilic barrier group, N ‐(4‐aminobutanoyl)‐4‐triphenylmethylaniline ( 5 ), in the presence of dimethylated β‐cyclodextrin, yielding new polyrotaxanes that contain statistically more than 1 ring component per side chain.